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Synthesis of enantiomers of N-(2-aminopurin-6-yl)amino acids

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Abstract

Nonracemic N-(2-aminopurin-6-yl)-substituted amino acids were synthesized by nucleophilic substitution of chlorine atom in 2-acetamido-6-chloropurine upon treatment with amino acid tert-butyl esters and subsequent removal of protecting groups. Their enantiomeric composition was determined by HPLC on chiral stationary phases.

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Authors and Affiliations

  1. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22/20 ul. S. Kovalevskoi, 620137, Ekaterinburg, Russian Federation

    V. P. Krasnov, A. Yu. Vigorov, D. A. Gruzdev, G. L. Levit, A. M. Demin, I. A. Nizova, A. A. Tumashov, L. Sh. Sadretdinova, E. B. Gorbunov & V. N. Charushin

Authors
  1. V. P. Krasnov
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  2. A. Yu. Vigorov
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  3. D. A. Gruzdev
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  4. G. L. Levit
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  5. A. M. Demin
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  6. I. A. Nizova
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  7. A. A. Tumashov
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  8. L. Sh. Sadretdinova
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  9. E. B. Gorbunov
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  10. V. N. Charushin
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Corresponding author

Correspondence to V. P. Krasnov.

Additional information

Dedicated to Academician of the Russian Academy of Sciences N. S. Zefirov on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2106–2113, September, 2015.

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Krasnov, V.P., Vigorov, A.Y., Gruzdev, D.A. et al. Synthesis of enantiomers of N-(2-aminopurin-6-yl)amino acids. Russ Chem Bull 64, 2106–2113 (2015). https://doi.org/10.1007/s11172-015-1125-x

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